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Fesoterodine fumarate

Fesoterodine fumarate structure

CAS No:
286930-03-8
Formula:
C26H37NO3.C4H4O4
Chemical Name:
Fesoterodine fumarate
Synonyms:
Propanoic acid,2-methyl-,2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenyl ester,(2E)-2-butenedioate (1:1);Propanoic acid,2-methyl-,2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenyl ester,(2E)-2-butenedioate (1:1) (salt);Fesoterodine fumarate;SMP 8272;SPM 907;Toviaz;960373-34-6;1390644-35-5
Categories:
Biochemical Engineering > Inhibitors

Description

Fesoterodine Fumarate is an antimuscarinic agent and is rapidly de-esterified to its active metabolite 5-hydroxymethyl tolterodine that is a muscarinic receptor antagonist.IC50 value:Target: mAChRFesoterodine has the advantage of allowing more flexible dosage than other muscarinic antagonists. Its tolerability and side effects are similar to other muscarinic antagonists and as a new drug seems unlikely to make great changes in practices of treatment for overactive bladder.

Fesoterodine Fumarate is the fumarate salt form of fesoterodine, a competitive muscarinic receptor antagonist with muscle relaxant and urinary antispasmodic properties. Fesoterodine is rapidly hydrolyzed in vivo into its active metabolite 5-hydroxy methyl tolterodine, which binds and inhibits muscarinic receptors on the bladder detrusor muscle, thereby preventing bladder contractions or spasms caused by acetylcholine. This results in the relaxation of bladder smooth muscle and greater bladder capacity, in addition to a reduction in involuntary muscle contractions and involuntary loss of urine. The active metabolite does not interact with alpha-adrenergic, serotonergic, histaminergic and excitatory amino acid receptors and is eliminated via renal excretion.

Fesoterodine fumarate Basic Attributes

Molecular Weight：

527.65

Exact Mass：

527.288330

EC Number：

1308068-626-2

UNII：

EOS72165S7

NCI Thesaurus Code：

C72779

ATC Code：

G04BD11

Characteristics

PSA：

124.37000

XLogP3：

5.09290

Appearance：

White solid

Melting Point：

103.5 °C

Boiling Point：

518.9ºC at 760 mmHg

Flash Point：

267.6ºC

Storage Conditions：

Hygroscopic, Store under Inert atmosphere-20°C Freezer

Safety Information

Precautionary statement(s)：

P201, P202, P264, P270, P273, P280, P281, P301+P312, P305+P351+P338, P308+P313, P330, P337+P313, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P273, P280, P281, P301+P312, P305+P351+P338, P308+P313, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 32 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Treatment of the symptoms (increased urinary frequency and / or urgency and / or urgency incontinence) that may occur in patients with overactive-bladder syndrome.

MeSH：

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)|Drugs used in the treatment of urogenital conditions and diseases such as URINARY INCONTINENCE; PROSTATIC HYPERPLASIA; and ERECTILE DYSFUNCTION. (See all compounds classified as Urological Agents.)

MeSH Entry Terms：

fesoterodine

Fesoterodine fumarate Use and Manufacturing

Uses

(R)-Fesoterodine Fumarate is a muscarinic receptor antagonist for the treatment of Lower Urininary Tract Symptoms (LUTS).

Use Classification：

Human drugs -> Toviaz -> EMA Drug Category|Urologicals -> Human pharmacotherapeutic group|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:527.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:13
Exact Mass:527.28830265
Monoisotopic Mass:527.28830265
Topological Polar Surface Area:124
Heavy Atom Count:38
Complexity:610
Defined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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